Something that is sometimes overlooked in the "high school sweetheart" narrative is the fact that most couples who have been together since their adolescence have likely experienced each other at their most awkward. And staying by someone's side after that could be the ultimate test of true love.

Always Be My Maybe dives headfirst into this awkwardness, as two old childhood pals reconcile in adulthood for the first time since their exceedingly awkward childhood romance. If your relationship makes you laugh as much as they make you nervous, you'll fall for Ali Wong and Randall Park's hilarious and passionate chemistry.

Detailed information:

Directed by: Nahnatchka Khan

Starring: Ali Wong, Randall Park

Release date: May 31, 2019

Running time: 102 minutes

If Beale Street Could Talk, based on James Baldwin's 1974 novel of the same name, and directed by Moonlight's Barry Jenkins, tells the wonderful love story of Tish and Fonny, two childhood friends who grow up to become lovers, fiancés, and, eventually, parents. Their path is altered when Fonny is wrongly accused of a crime and imprisoned.

Tish sets out to prove Fonny's innocence as she narrates their journey from the beginning, determined to clear her soon-to-be husband's name before the birth of their child. If Beale Street Could Talk is an impassioned narrative of love persevering in the face of injustice, with powerful performances from Kiki Layna, Stephan James, Regina King, and Colman Domingo, and a wonderful score by Nicholas Brittell.

Detailed information:

Directed by: Barry Jenkins

Starring: KiKi Layne, Stephan James

Release date: September 9, 2018

Running time: 117 minutes

The Half Of It is a movie that follows the familiar content of teenage love, but with the direction of Alice Wu, the director has breathed a new breath for the message "there is no one right way to fall in love". The film received the Founders Award for Best Narrative Feature at the 2020 Tribeca Film Festival.

The Half Of It is not a simple romantic comedy with an ending whether or not they can be a couple. This is a character study, as well as a dissection of relationships. We are often used to finding the "other half" is true love, but what does that mean in the end? Is it necessary to bring a romance? There are many big questions that The Half Of It brings, the film encourages viewers to find bold moves for themselves, no matter what their definition of "other" or "love".

Detailed information:

Directed by: Alice Wu
Starring: Leah Lewis, Daniel Diemer, Alexxis Lemire

Release date: May 1, 2020

Running time: 104 minutes

Following the death of Sam Baldwin's wife, Maggie, he and his son, Jonah, relocate from Chicago to Seattle for a change of scenery. When Jonah notices that Sam (Tom Hanks) is still single, he decides to take over his father's love life.

On Christmas Eve, he phones Dr. Marcia, a well-known radio personality, and informs her that his father needs to locate a lady. Soon, letters from all over the country begin to arrive, and Annie Reed, a busy reporter in Baltimore, sends one of them. She recommends they meet on Valentine's Day at the top of the Empire State Building, precisely like in the movie An Affair to Remember (1957). Rita Wilson, Tom Hanks' real-life wife, also appears in this film.

Detailed information:

Directed by: Nora Ephron

Starring: Tom Hanks, Meg Ryan

Release date: June 25, 1993

Running time: 106 minutes

Even the hardest nut will cry at the end of this 1995 film starring Meryl Streep and Clint Eastwood. The film is based on the 1992 book of the same name, which tells the story of Francesca Johnson, an Italian-immigrant housewife in Iowa in the 1960s who meets and falls in love with a drifter photographer for National Geographic.

Clint Eastwood also directed the picture, and he starred as the dashing mysterious Robert Kincaid from Washington state. Streep has an Italian accent with a tiny Iowan lilt that makes you want to give up on trying anything since she's already nailed it.

Detailed information:

Directed by: Clint Eastwood

Starring: Clint Eastwood, Meryl Streep

Release date: June 2, 1995

Running time: 134 minutes

Julianne Potter (Julia Roberts) and her best friend, Michael O'Neal (Dermot Mulroney), agreed to marry one other if they were both singles by the age of 28. Julianne learns four days before her 28th birthday that Michael is engaged to be married to a 20-year-old lady named Kimberly (Cameron Diaz). Julianne decides she doesn't want Michael to marry anybody other than her, so she devises a plan to disrupt the wedding.

This film includes a very impassioned rendition of "I Say a Little Prayer" that begs to be imitated as much as possible at genuine weddings or rehearsal dinners.

Detailed information:

Directed by: P. J. Hogan

Starring: Julia Roberts, Dermot Mulroney, Cameron Diaz

Release date: June 20, 1997

Running time: 104 minutes

In 2017, comedian Kumail Nanjiani and his wife, writer Emily V. Gordon, brought their real-life love story to the big screen with this romantic comedy about how they really fell in love.

The film stars Kumail Nanjiani as himself, and Zoe Kazan as Emily, who, both in the film and in real life, becomes inexplicably ill shortly after she and Kumail call it quits. Emily's parents, played by Ray Romano and Holly Hunter, travel in to care for their daughter at the hospital while she remains in a coma. Meanwhile, Kumail tries to convince Emily, with whom he is still much in love, that he is the right person for her.

Detailed information:

Directed by: Michael Showalter

Starring: Kumail Nanjiani, Zoe Kazan, Holly Hunter, Ray Romano

Release date: January 20, 2017

Running time: 120 minutes

Based on William Shakespeare's The Taming of the Shrew and set in late 1990s Seattle, this film brings 16th-century humor to the Pacific Northwest grunge culture.

Kat Stratford (Julia Stiles) is a very intelligent adolescent who isn't interested in the destructive lifestyles of other teenagers. Bianca (Larisa Oleynik), her younger sister, is called "the shrew," yet she wants to date, go out, and be a typical high schooler. The only issue? Their father will not allow Bianca to date unless Kat does. Cameron (Joseph Gordon-Levitt), a fresh student, hires school bad boy Patrick Verona (Heath Ledger) to take out Kat so he can have a chance with Bianca. Nothing could possibly go wrong with a bargain like that, could it?

Detailed information:

Directed by: Gil Junger

Starring: Julia Stiles, Heath Ledger

Release date: March 31, 1999

Running time: 97 minutes

This is a Christmas movie, but it also works well on Valentine's Day. It takes place in the wintertime in Chicago, when transit worker Lucy Moderatz (Sandra Bullock) pulls her crush, Peter (Peter Gallagher), off the train tracks after he falls and hurts his head. Peter falls into a coma, and his entire family believes he and Lucy are engaged.

Knowing that Peter doesn't even know her name, Lucy agrees to go through with it and spends the holidays with Peter's family while he's unconscious in the hospital. She falls in love with Peter's brother, Jack (Bill Pullman), while he is sleeping. This sounds like a lot to happen in one movie, but just trust that it’s a good one.

Detailed information:

Directed by: Jon Turteltaub

Starring: Sandra Bullock, Bill Pullman, Peter Gallagher

Release date: April 21, 1995

Running time: 103 minutes

James Cameron directed, wrote, produced, and co-edited Titanic, a 1997 American epic romance and disaster film. It is based on reports of the RMS Titanic's sinking and stars Leonardo DiCaprio and Kate Winslet as members of various social classes who fall in love aboard the ship during her ill-fated maiden voyage, incorporating both historical and fictionalized elements.

Cameron was inspired to make the film by his obsession with shipwrecks; he believed that a love tale intermingled with the human loss would be necessary to express the emotional impact of the disaster. Production began in 1995 when Cameron shot footage of the Titanic's real sinking. The present scenes on the research vessel were shot on the Akademik Mstislav Keldysh, which Cameron utilized as a base while filming the wreck. Paramount Pictures and 20th Century Fox co-financed the picture. With a production budget of $200 million, it was the most expensive film ever made at the time.

Detailed information:

Directed by: James Cameron

Starring: Leonardo DiCaprio, Kate Winslet, Billy Zane

Release date: November 1, 1997

Running time: 195 minutes